Reaction #2122500

Reaction equation

8-hydroxyquinoline

2-phenylbenzothiazole Iridium chloride

sodium carbonate

→

Bis(2-phenylbenzothiazole) Iridium (8-hydroxyquinolate)

Yield 57.0%

Solvents

2-ethoxyethanol

Conditions

Workup

1. 1
   Temperaturethe mixture was heated
2. 2
   Temperatureto reflux under nitrogen in an oil bath overnight (23 hrs.)
3. 3
   OtherReaction mixture
4. 4
   Filtrationthe red precipitate was filtered off via vacuum
5. 5
   ConcentrationThe filtrate was concentrated
6. 6
   workup.ADDITIONmethanol was added
7. 7
   Otherto precipitate more product
8. 8
   FiltrationSuccessive filtrations and precipitations
9. 9
   Otherafforded a 57% yield

Procedure

4.7 mmol (0.68 g) of 8-hydroxyquinoline was added to a room-temperature solution of 0.14 mmol 2-phenylbenzothiazole Iridium chloride dimer (0.19 g) in 20 mL of 2-ethoxyethanol. Approximately 700 mg of sodium carbonate was added, and the mixture was heated to reflux under nitrogen in an oil bath overnight (23 hrs.). Reaction mixture was cooled to room temperature, and the red precipitate was filtered off via vacuum. The filtrate was concentrated and methanol was added to precipitate more product. Successive filtrations and precipitations afforded a 57% yield. The emission spectrum is in FIG. 43 and the proton NMR spectrum is in FIG. 44.

Source